Former broadcast journalist Whitney Casey and model-turned-actress Brooklyn Decker know something you don't. You spend years of your life—10 to be exact—picking out clothes to wear and to pack for all of life's many occasions. After identifying a massive white space in clothing and tech space, Casey and Decker figured out a way to give that precious time back to people with a seriously smart app called Finery. On episode 23 of Second Life, the two share how they turned one brilliant idea into a thriving company (without any formal business school or training).

People with curly and straight hair alike know the power of a good blowout. It was this simple idea that catapulted Alli Webb from former hairstylist and stay-at-home mom to the haircare maven behind Drybar, the blow-dry bar that specializes in blowouts. Before discovering this untapped market in L.A., Webb honed her craft at beauty school on the East Coast, pivoted to a career in PR, and eventually found her way back to hair, where it all began. "It was just a whim and a hunch," Webb tells Hillary Kerr on episode 22 of Second Life.

Andrea Lieberman knew that she was meant to work in fashion ever since she moved to Manhattan at age 13. "I realized at a very early age that I just found what I was meant to do," she tells Hillary Kerr in episode 21 of Second Life. Lieberman parlayed her passion for the fashion industry, an education from Parson's School of Design, and over 10 years experience as a celebrity stylist to eventually launch her own line A.L.C. 

Not everyone is lucky enough to stumble upon a career they're passionate about early in life. For April Gargiulo, the founder of skincare company Vinter's Daughter, it took three college degrees, stints in the design world, and time spent working for the family wine business for her to truly find her calling, and she's just getting started. Despite her untraditional path, she tells Hillary Kerr on episode 20 of Second Life, "There's nothing I would have done differently."

Lauren Conrad ended up on one of the world's first major reality TV shows at the tender age of 17. Since then, she's grown into the cunning, experienced entrepreneur you know today. According to her, she wouldn't be where she is now—a New York Times best-selling author eight times over, designer of her own fashion line LC Lauren Conrad for Kohl's, and philanthropist behind the non-profit The Little Market—without the mistakes she made along the way. “I believe in mistakes," she tells Hillary Kerr on episode 19 of Second Life. "I think that everything I know is because of a mistake I made.”